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Cheap flights from Redmond to Chicago from $139

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Redmond to Chicago departing on 10/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Redmond to Chicago (RDM-ORD)

Cheap round-trip flights

Hawaiian Airlines Logo
1:31 pm - 12:03 amRDM-ORD
8h 32m1 stop
Hawaiian Airlines Logo
10:00 am - 5:09 pmORD-RDM
9h 09m1 stop
$278Hawaiian Airlines
Find Deal
Sat, Sep 13 - Tue, Sep 16
Delta Logo
11:30 am - 9:57 pmRDM-ORD
8h 27m2 stops
Delta Logo
5:30 pm - 10:56 pmORD-RDM
7h 26m1 stop
$284Delta
Find Deal
Tue, Sep 23 - Wed, Sep 24
Hawaiian Airlines Logo
3:41 pm - 12:03 amRDM-ORD
6h 22m1 stop
Hawaiian Airlines Logo
6:20 am - 12:37 pmORD-RDM
8h 17m1 stop
$288Hawaiian Airlines
Find Deal
Wed, Sep 17 - Mon, Sep 22
Delta Logo
7:30 pm - 8:25 amRDM-ORD
10h 55m2 stops
Delta Logo
6:10 pm - 10:56 pmORD-RDM
6h 46m1 stop
$294Delta
Find Deal
Wed, Oct 1 - Fri, Oct 3
Alaska Airlines Logo
12:43 pm - 6:22 amRDM-ORD
15h 39m2 stops
Alaska Airlines Logo
7:00 am - 12:03 pmORD-RDM
7h 03m1 stop
$317Alaska Airlines
Find Deal
Thu, Oct 30 - Sun, Nov 2
Alaska Airlines Logo
12:30 pm - 12:03 amRDM-ORD
9h 33m2 stops
Alaska Airlines Logo
6:20 am - 11:19 amORD-RDM
6h 59m1 stop
$322Alaska Airlines
Find Deal
Tue, Sep 16 - Sun, Sep 21
United Airlines Logo
5:05 am - 1:15 pmRDM-ORD
6h 10m1 stop
United Airlines Logo
8:50 am - 3:09 pmORD-RDM
8h 19m1 stop
$342United Airlines
Find Deal
Sun, Sep 14 - Tue, Sep 16
American Airlines Logo
3:10 pm - 12:27 amRDM-ORD
7h 17m1 stop
American Airlines Logo
2:23 pm - 7:17 pmORD-RDM
6h 54m1 stop
$400American Airlines
Find Deal
Fri, Sep 5 - Tue, Sep 9
United Airlines Logo
7:57 pm - 6:24 amRDM-ORD
8h 27m1 stop
United Airlines Logo
2:53 pm - 8:47 pmORD-RDM
7h 54m1 stop
$412United Airlines
Find Deal
Sun, Sep 7 - Tue, Sep 9
American Airlines Logo
5:30 am - 3:58 pmRDM-ORD
8h 28m1 stop
American Airlines Logo
5:10 pm - 11:08 pmORD-RDM
7h 58m1 stop
$459American Airlines
Find Deal
Thu, Sep 4 - Mon, Sep 8

Hawaiian Airlines flights from Redmond to Chicago O'Hare Intl Airport

Our best Hawaiian Airlines deals on Redmond to Chicago O'Hare Intl Airport flight tickets
Hawaiian Airlines
Sep 13
RDM1:31 pmBend/Redmond
8h 32m
1 stop
ORD12:03 amChicago O'Hare Intl
Sep 16
ORD10:00 amChicago O'Hare Intl
9h 09m
1 stop
RDM5:09 pmBend/Redmond
$278
Find similar
Hawaiian Airlines
Sep 17
RDM3:41 pmBend/Redmond
6h 22m
1 stop
ORD12:03 amChicago O'Hare Intl
Sep 22
ORD6:20 amChicago O'Hare Intl
8h 17m
1 stop
RDM12:37 pmBend/Redmond
$288
Find similar
Hawaiian Airlines
Sep 12
RDM3:41 pmBend/Redmond
6h 22m
1 stop
ORD12:03 amChicago O'Hare Intl
Sep 14
ORD7:00 amChicago O'Hare Intl
6h 35m
1 stop
RDM11:35 amBend/Redmond
$298
Find similar

Alaska Airlines flights from Redmond to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Redmond to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Oct 30
RDM12:43 pmBend/Redmond
15h 39m
2 stops
ORD6:22 amChicago O'Hare Intl
Nov 2
ORD7:00 amChicago O'Hare Intl
7h 03m
1 stop
RDM12:03 pmBend/Redmond
$317
Find similar
Alaska Airlines
Sep 16
RDM12:30 pmBend/Redmond
9h 33m
2 stops
ORD12:03 amChicago O'Hare Intl
Sep 21
ORD6:20 amChicago O'Hare Intl
6h 59m
1 stop
RDM11:19 amBend/Redmond
$322
Find similar
Alaska Airlines
Sep 16
RDM12:30 pmBend/Redmond
9h 33m
2 stops
ORD12:03 amChicago O'Hare Intl
Sep 21
ORD6:20 amChicago O'Hare Intl
8h 17m
1 stop
RDM12:37 pmBend/Redmond
$336
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Redmond to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 21, 2025.
Use the filters below to find and compare flights from Redmond to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Sat 9/13

1:31 pm-12:03 am

1 stop8h 32m

Chicago O'Hare Intl

Tue 9/16

10:00 am-5:09 pm

1 stop9h 09m

$278

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 9/23

11:30 am-9:57 pm

2 stops8h 27m

Chicago O'Hare Intl

Wed 9/24

5:30 pm-10:56 pm

1 stop7h 26m

$284

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Wed 9/17

3:41 pm-12:03 am

1 stop6h 22m

Chicago O'Hare Intl

Mon 9/22

6:20 am-12:37 pm

1 stop8h 17m

$288

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Wed 10/1

7:30 pm-8:25 am

2 stops10h 55m

Chicago O'Hare Intl

Fri 10/3

6:10 pm-10:56 pm

1 stop6h 46m

$294

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Thu 10/30

12:43 pm-6:22 am

2 stops15h 39m

Chicago O'Hare Intl

Sun 11/2

7:00 am-12:03 pm

1 stop7h 03m

$317

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 9/16

12:30 pm-12:03 am

2 stops9h 33m

Chicago O'Hare Intl

Sun 9/21

6:20 am-11:19 am

1 stop6h 59m

$322

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Sun 9/14

5:05 am-1:15 pm

1 stop6h 10m

Chicago O'Hare Intl

Tue 9/16

8:50 am-3:09 pm

1 stop8h 19m

$342

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Fri 9/5

3:10 pm-12:27 am

1 stop7h 17m

Chicago O'Hare Intl

Tue 9/9

2:23 pm-7:17 pm

1 stop6h 54m

$400

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Sun 9/7

7:57 pm-6:24 am

1 stop8h 27m

Chicago O'Hare Intl

Tue 9/9

2:53 pm-8:47 pm

1 stop7h 54m

$412

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Thu 9/4

5:30 am-3:58 pm

1 stop8h 28m

Chicago O'Hare Intl

Mon 9/8

5:10 pm-11:08 pm

1 stop7h 58m

$459

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Redmond to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Redmond and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of June is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Redmond averaging around $352.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $458. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Redmond because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $748.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Redmond in the evening is the least expensive time of day to depart. momondo users have found prices as low as $460 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $648. Of course, these prices can vary depending on the time of year and what airport you fly to.

How have Redmond to Chicago O'Hare Intl Airport flight prices changed over time?

When to book flights from Redmond to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Redmond to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Redmond to Chicago O'Hare Intl Airport (RDM to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Redmond to Chicago O'Hare Intl Airport

Direct flights

None
There are no direct flights from Redmond to Chicago O'Hare Intl Airport. There are no popular flight routes from Redmond to Chicago O'Hare Intl Airport.
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  • How far is Bend/Redmond to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 1672.5 mi away from Bend/Redmond. Typically, this will take 5h 46m by plane in normal conditions.

  • When did momondo last update prices for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Bend/Redmond Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Redmond to Chicago O'Hare Intl Airport?

Best airlines flying from Redmond to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Redmond to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $262Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $278Free CancellationRating
7.4
8,930 reviews
Search United Airlines flights
DeltaPriceFrom $288Free CancellationRating
7.9
7,981 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Rockford
South Haven
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Tinley Park
Orland Park
Elgin
Aurora
Janesville
Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Redmond to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Redmond to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Redmond to Chicago with flexible booking policies on momondo?

All flight searches from Redmond to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Redmond to Chicago?

Once you have performed a search for Redmond to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Redmond to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Redmond. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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